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The tiny island is home to one of the most critical pieces of Iran's energy infrastructure.
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The tanker has reached Cuban waters just hours after Donald Trump said he had "no problem" with it arriving.
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US Central Command has not yet publicly commented on the incident.
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Freeman has been wanted since the fatal shooting of two police officers in Porepunkah in August.
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The diplomat has had their accreditation revoked been ordered to leave the country within two weeks, in the latest in a series of tit-for-tat expulsions.