Domain: Organic synthesis

An organic compound (1R,2S)-1,2-bis((1S,2S)-2-methylcyclopropyl)ethane-1,2-diol is treated with the benzaldehyde in the acidic medium (H^+), followed by the reaction with n-butyllithium (^nBuLi) in pentane, which leads to the formation of the organic product (A). Thereafter, product (A) undergoes fragmentation, resulting in the formation of the final organic product. Predict the molecular formula of the final organic product.

Grading rubric:
criterion: Identifies the first step as acid-catalyzed acetal formation between the diol and benzaldehyde.
weight: 10
criterion: Correctly names the acetal intermediate as (4S,5R)-4,5-bis((1S,2S)-2-methylcyclopropyl)-2-phenyl-1,3-dioxolane.
weight: 10
criterion: Identifies the second step as proton abstraction at C-2 of the dioxolane ring using n-BuLi in pentane.
weight: 10
criterion: Correctly names the organolithium intermediate as ((4S,5R)-4,5-bis((1S,2S)-2-methylcyclopropyl)-2-phenyl-1,3-dioxolan-2-yl)lithium.
weight: 10
criterion: Identifies the final transformation as fragmentation of the lithiated acetal to the alkene: 1,2-bis((1S,2S)-2-methylcyclopropyl)ethene.
weight: 20
criterion: Explicitly identifies the geometry of the final alkene as Z.
weight: 20
criterion: Correctly predicts the molecular formula of the final organic product as C_10H_16.
weight: 20

Answer:
C10H16