${\left( {C{H_3}} \right)_2}CH - OH\xrightarrow{{PB{r_3}}}X\xrightarrow{{alko.\,\,KOH}}Y\xrightarrow[{(ii)\,{H_3}{O^ + }}]{{(i)\,{H_2}S{O_4}}}Z$
$\mathop {{C_2}{H_5}OH}\limits_{\left( I \right)} $ $\mathop {{C_2}{H_5}Cl}\limits_{\left( {II} \right)} $ $\mathop {{C_2}{H_5}C{H_3}}\limits_{\left( {III} \right)} $ $\mathop {{C_2}{H_5}OC{H_3}}\limits_{\left( {IV} \right)} $