1: 86 percent / sodium periodate / H2O / 24 h / 0 °C 2: 61 percent / toluene / 3 h / Heating View Scheme

ethanol; Raney nickel (W4) 1 h; Heating;

With  potassium carbonate in  acetone 3 h;  Heating;   

Multi-step reaction with 2 steps 1: 1.) sulfuryl chloride; 2.) triethylamine / 1.) dichloromethane, -40 deg C, 20 min; 2.) dichloromethane, from -30 deg C allowed to warm to r.t.2: 90 percent / potassium carbonate / acetone / 3 h / Heating  

With  sodium periodate in  water T=0°C; 24 h;