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The Iodine molecule I2 forms a temporary dipole which the electron rich double bond attacks (at the delta positive end) and this kicks out the other iodine to form I- (the electrons from the I-I bond go to the leaving group)

This has broken the double bond leaving the original carbons with one side with the I and the other with a positive carbocation. The I- then attacks the positive end of the carbocation and the Iodines are TRANS to one another. This is because I- adds from the other side to the large Iodine (to avoid steric hinderance).

It is hard to explain without the aid of diagrams I'd suggest looking up addition of bromine to double bonds, exactly the same but much more documented

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