Answer
The following synthetic conversion can be obtained through addition of KOH with heat and then Halohydrins mechanism.
Work Step by Step
The reaction of KOH in presence of heat gives a double bond. Then on this double bond the halohydrin mechanism is performed.
The mechanism that gives this product is the addition of Halohydrins:
1) Electrophilic attack forms a chloronium ion.
2) Back-side attack by water on the most substituted carbon opens the chloronium ion.
3) Water removes a proton to give the chlorohydrin.