In the Takai reaction using THF as a solvent, the product was obtained as an inseparable mixture of E/Z (ca. 4:1) isomers. On the other hand, the use of dioxane gave a low yield, albeit withgood selectivity. After an examination of the solvents, the mixed solvent gave vinyl iodide 28 in good yield and selectivity. The PMB group was cleaved by DDQ, and the resulting primary alcohol 29 was oxidized by Dess-Martin periodinane (71% in two steps). Finally, Pinnick oxidation of aldehyde 30 gave carboxylic acid 4.