A water-insoluble hydrocarbon A decolorizes a solution of Br2 in CH2Cl2. The base peak in the EI mass spectrum of A occurs at m/z = 67. The proton NMR of A is complex, but integration shows that about 30% of the protons have chemical shifts in the δ 1.8–2.2 region of the spectrum. Treatment of A successively with OsO4, then periodic acid, and finally with Ag2O, gives a single dicarboxylic acid B that can be resolved into enantiomers. Neutralization of a solution containing 100.0 mg of B requires 13.7 mL of 0.100 M NaOH solution. Compound B, when treated with POCl3, forms a cyclic anhydride. Give the structures of A and B, omitting stereochemistry.