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Synthesis of Phenols II

A compound A ...

Question

A compound $(A)$ when treated with one mole of $C H_{3} M g B r$ in ether followed by hydrolysis gives product $(B)$ which upon treatment with conc. $H_{2} S O_{4}$ furnishes a olefin. Reductive ozonolysis of said olefin produces a ketone which gives positive iodoform test. Structure of $A$ is:

A

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B

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C

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D

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Solution

The correct option is C

Final product formed is a methyl ketone which can give positive iodoform test.

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