Prooodcuct

seems to me pinacole pinacolone rearrangement reaction!!

final configuration will be something like two rings attached with same carbon atom(rearrangement will take place) and one ring looking like cyclopropanone will be formed.
Sorry but drawing the diagram is very difficult :(

@yes : ya this is pinacole pinacolone rearrangement only.

ya , guys, u r right. but its too complicated. u cn hv a try.

No

@ above

pls post the answer then!!

the only problem u may have is about the cyclopropane formed. but its only a part of transition state as it immediately breaks in the presence of H+. and the middle bond breaks , to form a stable structure i.e. cyclopentane.

step-1 : the heterogeneous cleavage of pi-bond , forming a tertiary carbocation.

step-2 : now, ders a possibility of ring expansion , thus a cyclobutane is formed , with +ve charge on the carbon containing -OH. Moreover , the resonance structures cn be drawn fr the two pi-bonds and a -ve charge. now, -ve charge on the bottom adjacant to the linking carbon of two cyclic groups.

step-3 : so, ders a bond formation b/w the carbon containing -OH and the -ve charge present. thus a cyclopropane is formed. but, cyclopropane in the presence of H⁺ is unstable. it either undergoes ring expansion or the bond cleaves (bond splitting).

the middle bond splits becoz :

i) +ve charge comes on carbon containing -OH and a pinacolone product is formed.

ii) a stable cyclopentane ring is formed.

step-4 : the aromatic character is revived.