1: PhI(OAc)2, I2 / benzene / Irradiation 2: HCl / dioxane / 40 °C 3: (COCl)2, DMF / benzene 4: pyridine, DMAP / toluene 5: 1.) O2, 2.) (MeO)3P / 1.) toluene, 80 deg C, 2.) toluene 6: 71 percent / Et3N, DMAP / CH2Cl2 7: 1.) O3, MeOH, 2.) p-NO2-C6H4COCl, Et3N, DMAP / 1.) CH2Cl2, -78 deg C, 2.) CH2Cl2 8: 67 percent / BF3*Et2O / toluene / -78 °C 9: 100 percent / H2 / Pd(OH)2 / methanol; ethyl acetate; H2O View Scheme