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$Z\,\xrightarrow{{PC{l_5}}}\,X\,\xrightarrow[\Delta ]{{{\text{Alc}}{\text{.KOH}}}}\,Y\,\xrightarrow{{{H_2}O/{H^ \oplus }}}\,\mathop Z\limits_{{\text{(Major)}}} \,,\,\,Z$ is

$\mathop {\begin{array}{*{20}{c}}
{O\,\,\,\,\,\,\,\,\,\,\,\,\,} \\
{||\,\,\,\,\,\,\,\,\,\,\,\,} \\
{C{H_3} - C - C{H_2} - Cl}
\end{array}}\limits_{\left( I \right)} $ $\underset{(II)}{\mathop{\begin{matrix}
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,O \\
\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,\,||\,\,\, \\
Cl-C{{H}_{2}}-C-H \\
\end{matrix}}}\,$
$\mathop {\begin{array}{*{20}{c}}
O \\
{||} \\
{H - C - H}
\end{array}}\limits_{\left( {III} \right)} $ $\mathop {\begin{array}{*{20}{c}}
O \\
{||} \\
{{H_3}C - C - C{H_3}}
\end{array}}\limits_{\left( {IV} \right)} $
${H_2}C = CHC{H_2}Br\xrightarrow{{NaCN}}Y\xrightarrow[{2.\,{H_3}{O^ + }}]{\begin{subarray}{l}
1.{C_6}{H_5}MgBr\, \\
diethylether
\end{subarray} }Z$