To broaden the scope of vinyl sulfides, several trisubstituted aryl(vinyl)iodonium salts were synthesized from the corresponding vinylboronic acids. To our satisfaction, the 2bromo substituted vinyliodonium salt 4i reacted swiftly to give trisubstituted vinyl sulfide 5i. This bromo-substituted sulfide enables orthogonal reactivity due to the presence of the vinyl bromide. Reactions with deuterium-labelled vinyliodonium salts proceeded smoothly to generate the corresponding sulfides 5j and 5k in excellent yields with exclusive E selectivity.