1: 90 percent / H2 / 10percent Pd/C / ethyl acetate; ethanol / 48 h 2: 1.) H5IO6, 2.) NaBH4 / 1.) THF, 1 h, RT, 2.) THF, H2O, 2 h, 0 deg C View Scheme

With  hydrogen; palladium on activated charcoal in  ethanol; ethyl acetate 48 h;