1: 83.4 percent / acetonitrile / 3 h / Irradiation 2: benzyltriethylammonium chloride, CuI / Pd<P(Ph)3>4 / benzene / 0 °C 3: 1.) Zn, PPh3, 3.) BuLi / 1) CH2Cl2, room temperature, 48 h; 2) 2 h; 3) THF, -78 deg C, 1 h, 25 deg C, 1 h View Scheme

1: benzyltriethylammonium chloride, CuI / Pd<P(Ph)3>4 / benzene / 0 °C 2: 1.) Zn, PPh3, 3.) BuLi / 1) CH2Cl2, room temperature, 48 h; 2) 2 h; 3) THF, -78 deg C, 1 h, 25 deg C, 1 h View Scheme

1: NaBH4 / methanol / 0.5 h / 0 °C 2: HgO, I2 / benzene / 1 h 3: PCC / CH2Cl2 4: 99 percent / acetonitrile / 3 h / Irradiation 5: 83 percent / benzyltriethylammonium chloride, CuI, Pd<P(Ph)3>4, 2.5Naq. NaOH / benzene / 3 h / 5 °C View Scheme

1: HgO, I2 / benzene / 1 h 2: PCC / CH2Cl2 3: 99 percent / acetonitrile / 3 h / Irradiation 4: 83 percent / benzyltriethylammonium chloride, CuI, Pd<P(Ph)3>4, 2.5Naq. NaOH / benzene / 3 h / 5 °C View Scheme

1: PCC / CH2Cl2 2: 99 percent / acetonitrile / 3 h / Irradiation 3: 83 percent / benzyltriethylammonium chloride, CuI, Pd<P(Ph)3>4, 2.5Naq. NaOH / benzene / 3 h / 5 °C View Scheme

Yield given. Multistep reaction;