1: 97.7 percent / NaH, Pd(PPh3)4 / tetrahydrofuran / -78 - 20 °C 2: DIBAL / toluene / 1 h / 0 °C 3: pyridine / 20 h / Ambient temperature 4: DBN / diethyl ether / Ambient temperature 5: Na2S2O4, NaHCO3, H2O, Aliquot 336 / cyclohexane / Heating 6: H2 / 10percent Pt/C / ethyl acetate / 8 °C / 25857.4 Torr 7: H2 / 10percent Pd/C / ethanol; tetrahydrofuran / 3 h / 8 °C / 3102.9 Torr View Scheme

Multi-step reaction with 4 steps 1: 97.7 percent / NaH, Pd(PPh3)4 / tetrahydrofuran / -78 - 20 °C2: DIBAL / toluene / 1 h / 0 °C3: pyridine / 20 h / Ambient temperature4: DBN / diethyl ether / Ambient temperature