1: amalgamated zinc, HCl / ethanol / Heating 2: 1) lithium diisopropylamide / 1) THF, -78 deg C, 30 min 2) THF, -78 to 20 deg C 3: 1) NaIO4 / 1) MeOH, H2O, 24 h, RT 2) toluene, 14 h, 120 deg C View Scheme

hydrogenchloride; amalgamated zinc in ethanol Heating; Yield given;