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Reaction conditions: (a) 2.0 equiv NBS, (PhCOO)2, reflux, 4 h, then AgNO3, rt, 3 h, 38–63%; (b) dibutyl vinylboronate, 5 mol % (PPh3)2PdCl2, NaCO3, reflux, 2 h, 68–80%; (c) O3; then (CH3)2S, −78 °C to rt, 12 h, 60–87%; (d) i-PrMgCl, DMF, −15 °C to rt, 3 h, 70%; (e) CO(g), (PPh3)2PdCl2, NaCO3, 110 °C, 8–24% (procedure IV); (f) CH3I, K2CO3, rt, 3 h, 58%.
