Step 1: Electrophilic bromination of phenol.
Phenol undergoes bromination at ortho and para positions due to activating –OH group. Low temperature in chloroform favors selective para substitution.
Step 2: Formation of tribromophenol intermediate.
At 273K, bromination primarily yields para-bromophenol. Further treatment with Na in dry ether removes bromine atoms via reduction (Wurtz-type or similar) forming hydroquinone.
Step 3: Identify reaction pathway.
Sequence: selective bromination → dehalogenation with sodium → 1,4-dihydroxybenzene (hydroquinone).
Step 4: Check positions.
Para substitution ensures hydroxyl groups at 1,4 positions. Ortho positions may also react but sterically less favorable; para dominates at low temperature.
Step 5: Eliminate incorrect options.
Phenol ether, naphthalene derivative, or biphenyl are not formed in this reaction sequence.
Step 6: Final conclusion.
\[
\boxed{\text{Hydroquinone (1,4-dihydroxybenzene)}}
\]