$Ph - CH _{2}- CH = CH - CH _{3}$ $\xrightarrow{{(i)\,B{r_2}}}$$\begin{array}{*{20}{c}}
{\,\begin{array}{*{20}{c}}
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,Br} \\
{\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,|}
\end{array}} \\
{Ph - C{H_2} - CH - CH - C{H_3}} \\
{|\,\,\,\,\,\,} \\
{Br\,\,\,}
\end{array}$ $\xrightarrow[{ - 2HBr}]{{{\text{Alc}}{\text{. KOH}}}}$ $Ph - CH _{2}- C \equiv C - CH _{3}$