Chapter 16, Problem 47P

Dutch elm disease is caused by a fungus transmitted to elm trees by the elm bark beetle. The female beetle, when she has located an attractive elm tree, releases several pheromones, including multistriatin, below. These pheromones attract male beetles, which bring with them the deadly fungus.

Treating multistriatin with dilute aqueous acid at room temperature leads to the formation of a product, $C_{10}{H}_{20}{O}_3$, which shows a strong infrared peak near $1715c{m}^{-1}$. Propose a structure for this product.