Osteoclast inhibitor SB-242784 (1) was prepared from pivotal indol intermediate 4. A 'Stille'cross coupling of organotin 2c with bromo acrylate 11 afforded diene 12 which was also obtained via a reduction–isomerization process of enyne 16. Bromoamide 3 was prepared from the corresponding acid 7 which was readily obtained from bromopyruvic acid.
