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Completion of the total synthesis of chivosazole F (1). Reagents and conditions: a) Pd(PPh3)4, CuTC, [Ph2PO2][NBu4], DMF 0 °C; b) 21, NaH, THF, −78 °C, 80 %, 2.5:1 Z/E; c) MnO2, PhH, 33 %; d) [PPh3CH2I]+I−, NaHMDS, THF, −78 °C; e) Pd(PPh3)4, CuTC, [Ph2PO2][NBu4], DMF 0 °C; f) HF⋅pyridine, pyridine, THF, 41 % (3 steps).
