Step 1: Ethyl Bromide to Ethyl Methyl Ether:
\[
\text{C}_2\text{H}_5\text{Br} + \text{CH}_3\text{ONa} \rightarrow \text{C}_2\text{H}_5\text{OCH}_3 + \text{NaBr}.
\]
Step 2: Ethyl Bromide to Ethene:
\[
\text{C}_2\text{H}_5\text{Br} \xrightarrow{\text{alc. KOH}, \Delta} \text{C}_2\text{H}_4 + \text{HBr}.
\]
Step 3: Bromobenzene to Toluene:
\[
\text{C}_6\text{H}_5\text{Br} + \text{CH}_3\text{Cl} \xrightarrow{\text{Na, dry ether}} \text{C}_6\text{H}_5\text{CH}_3 + \text{NaBr} + \text{NaCl}.
\]
(Alternatively, via Grignard: \( \text{C}_6\text{H}_5\text{Br} \rightarrow \text{C}_6\text{H}_5\text{MgBr} \xrightarrow{\text{CH}_3\text{Cl}} \text{C}_6\text{H}_5\text{CH}_3 \).)
Step 4: Chlorobenzene to Biphenyl:
\[
2\text{C}_6\text{H}_5\text{Cl} \xrightarrow{\text{Na, dry ether}} \text{C}_6\text{H}_5\text{-C}_6\text{H}_5 + 2\text{NaCl}.
\]
(Ullmann reaction can also be used with Cu catalyst.)