Abstract A series of terminal propargylic alcohols and their derivatives were subjected to Pd- catalyzed silastannation. In all reactions, complete regio-and stereoselectivities were observed with the tributyltin moiety exclusively adding to the internal carbon of the triple bond in a cis fashion, including the first example of a diyne bis-silastannation. Silastannation reaction products could sequentially be protiodesilylated or iododestannylated, thus ...