sodium tetrahydroborate in methanol T=0°C; 1.8 h;

With  potassium hydroxide in  ethanol 25 h;  Heating;   

Multi-step reaction with 5 steps 1: 1) AgNO3, Br2; 2) DBU / 1) room temp., 8.5 h; 2) CH2Cl2, reflux, 2.33 h2: 53 percent / tetrahydrofuran / 0.5 h / 0 °C3: 1) 95percent aq. H2SO4, 2) CF3SO3H / 1) room temp., 40 min; 2) 1 h at room temp., then 2.5 h at 45-55 deg C, then 2.66 h at 60-70 deg C4: 98 percent / Et3N / toluene / 0.42 h / 80 °C5: 67 percent / 13percent aq. KOH / ethanol / 25 h / Heating  

Multi-step reaction with 4 steps 1: 53 percent / tetrahydrofuran / 0.5 h / 0 °C2: 1) 95percent aq. H2SO4, 2) CF3SO3H / 1) room temp., 40 min; 2) 1 h at room temp., then 2.5 h at 45-55 deg C, then 2.66 h at 60-70 deg C3: 98 percent / Et3N / toluene / 0.42 h / 80 °C4: 67 percent / 13percent aq. KOH / ethanol / 25 h / Heating  

Multi-step reaction with 3 steps 1: 1) 95percent aq. H2SO4, 2) CF3SO3H / 1) room temp., 40 min; 2) 1 h at room temp., then 2.5 h at 45-55 deg C, then 2.66 h at 60-70 deg C2: 98 percent / Et3N / toluene / 0.42 h / 80 °C3: 67 percent / 13percent aq. KOH / ethanol / 25 h / Heating  

Multi-step reaction with 3 steps 1: 58 percent / CF3SO3H / 3 h / 45 °C2: 98 percent / Et3N / toluene / 0.42 h / 80 °C3: 67 percent / 13percent aq. KOH / ethanol / 25 h / Heating