This reaction is called Hell-Volhard-Zelinsky \((HVZ)\) reduction. This reaction is example of \(\alpha -H-\)substitution.
\(C{{H}_{3}}C{{H}_{2}}COOH\,\xrightarrow[-\,HBr]{B{{r}_{2}}/P}\) \(\begin{matrix}
\begin{matrix}
Br \\
| \\
\end{matrix}\,\,\,\,\,\, \\
C{{H}_{3}}-C-COOH \\
|\,\,\,\,\,\,\, \\
Br\,\,\,\, \\
\end{matrix}\)
$CH \equiv CH$ $ \xrightarrow {CH_3MgBr}$ $ \xrightarrow {Co_2/H_3O^+}$ $ \xrightarrow {HgSO_4/H_2SO_4}$ $ \xrightarrow {Ag_2O,\Delta}$ $?$