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			 Months of talks in Canada and at the Vatican, involving one of 
			Obama's closest aides, culminated on Tuesday when Obama and Cuban 
			President Raul Castro spoke by phone for nearly an hour and gave 
			final assent to steps that could end a half-century of enmity and 
			reshape Western Hemisphere relations. 
 Obama believed that "if there is any U.S. foreign policy that has 
			passed its expiration date, it is the U.S.-Cuba policy," said a 
			senior Obama administration official, briefing reporters on 
			condition of anonymity.
 
 The Vatican played a key role in the rapprochement, including 
			facilitating talks on the release of Alan Gross, a former 
			subcontractor for the U.S. Agency for International Development who 
			returned from Cuba on Wednesday after five years' imprisonment, U.S. 
			officials said.
 
 In early summer 2014, Pope Francis - who is from Argentina - sent 
			separate personal letters to Obama and Castro, urging them to 
			exchange captives and improve relations.
 
 When the pope received the U.S. president in Vatican City in late 
			March, the secret Cuba talks were a central topic of discussion. 
			Cuba "got as much attention as anything else," the official said.
 
			
			 The first face-to-face talks that eventually led to this week's deal 
			took place in June 2013 in Canada, which has long maintained 
			relations with Cuba.
 Leading the U.S. delegation were Ben Rhodes, a close Obama aide who 
			is a deputy national security adviser, and Ricardo Zuniga, the top 
			Latin American specialist on the White House's National Security 
			Council. The names of the Cuban participants in the talks could not 
			immediately be learned.
 
 U.S. and Cuban prisoners were a major point of debate, the officials 
			said.
 
 For the Obama administration, Gross' continued imprisonment was both 
			a practical and political barrier to improved ties.
 
 Secretary of State John Kerry spoke by phone four times this summer 
			with Cuban Foreign Minister Bruno Rodriguez about Gross, a second 
			senior U.S. official said.
 
 Kerry told the Cubans that if anything happened to Gross, there 
			would never be better relations between Washington and Havana, this 
			official said.
 
 VATICAN ENGAGEMENT
 
 The Vatican got involved as early as March 2012, when a group of 
			U.S. lawmakers went to the papal ambassador's office in Washington's 
			posh Embassy Row section and pleaded for help.
 
 Since then, through a Vatican transition from Pope Benedict XVI to 
			Pope Francis, "it has always stayed on the Vatican’s radar," said 
			Senator Barbara Mikulski, from Gross' home state of Maryland. "They 
			talk to higher powers. I don’t know if it’s radar or angels, 
			Cherubim, Seraphim - they go for it."
 
 In the talks, Washington also insisted on the release of a spy for 
			the United States who had been languishing in a Cuban prison for 
			nearly two decades.
 
 The unidentified individual "was instrumental in the identification 
			and disruption of several Cuban intelligence operatives in the 
			United States," the office of Director of National Intelligence 
			James Clapper said in a statement.
 
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			Among the Cuban operatives unmasked by the agent were a senior U.S. 
			Defense Intelligence Agency analyst and members of a Florida-based 
			spy ring known as the "Wasp Network." Cuba insisted on the release 
			of three members of the network, Cuban intelligence agents who had 
			served 16 years in U.S. jails.
 In the talks, there were also clear signs of unresolved disputes. 
			The Cubans reiterated calls for an end to U.S. pro-democracy 
			programs in Cuba, which Havana has long viewed as a thinly disguised 
			attempt to overthrow its communist system. Washington did not accede 
			to those demands, the first senior official said.
 
 The transfer of prisoners was finalized at a key meeting at the 
			Vatican, the official said. The date of that session is unclear.
 
 5 A.M. FLIGHT TO HAVANA
 
 At 3 a.m. EST (0800 GMT) on Wednesday, Gross’ congressman, Maryland 
			Democrat Chris Van Hollen, awoke to catch a 5 a.m. flight to Havana. 
			His group, which included Gross' wife Judy, Republican Senator Jeff 
			Flake and Democratic Senator Patrick Leahy, arrived at 8 a.m. at an 
			airport outside the Cuban capital.
 
 "We went into a room. We were escorted there by a couple of Cuban 
			officials, and in the room was Alan Gross, along with two American 
			officials who were part of the Interests Section," Van Hollen said.
 
 Gross, he said, "looked very frail, but his spirits were very high."
 
 Gross's lawyer had told him in a phone call on Tuesday that he was 
			to be released. After a pause, Gross replied, "I'll believe it when 
			I see it," according to a spokeswoman, Jill Zuckman.
 
 On the plane home, Zuckman said, Gross found some favorite foods: 
			popcorn, a corned beef sandwich with mustard on rye bread, and 
			potato pancakes known as latkes. For Gross, who is Jewish, it was a 
			special day -- the first day of Hannukah.
 
 
			 
			At 8:45 a.m., the pilot announced the plane had left Cuban airspace. 
			Said Zuckman: "Alan stood up on the plane and took a deep breath at 
			that moment."
 
 (Additional reporting by Patricia Zengerle, Rick Cowan, David 
			Lawder, Mark Hosenball, Roberta Rampton and Anna Yukhananov; Editing 
			by David Storey and Tom Brown)
 
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