Studies on the Synthesis of Apoptolidin: Synthesis of a C1–C27 Fragment of Apoptolidin D

Synthesis of a C1–C27 fragment, a key intermediate in the synthesis of apoptolidin D, is reported. The synthesis involves a combination of Heck coupling and Horner–Wadsworth–Emmons reaction for the C1–C7 trienoate portion and an efficient Suzuki cross-coupling protocol for the C10–C13 diene portion.