palladium diacetate; triphenylphosphine in toluene 27 h; Heating;

1: 2) aq. NH4Cl / 1) Et2O 2: PPTS / CH2Cl2 3: 1a) n-BuLi, 2) aq. NH4Cl / 1a) THF, 1b) THF 4: PPTS, EtOH 5: 95 percent / CrO3, aq. H2SO4 / acetone 6: 89 percent / Pd(OAc)2, PPh3 / toluene / 27 h / Heating View Scheme

1: 2) aq. NH4Cl / 1) Et2O 2: PPTS / CH2Cl2 3: 1a) n-BuLi, 2) aq. NH4Cl / 1a) THF, 1b) THF 4: PPTS, EtOH 5: 95 percent / CrO3, aq. H2SO4 / acetone 6: 89 percent / Pd(OAc)2, PPh3 / toluene / 27 h / Heating View Scheme