1.
CH3CH2−C≡C−(CH2)3−COOH\mathrm{CH_3CH_2{-}C\equiv C{-}(CH_2)_3{-}COOH} is treated with H2\mathrm{H_2}, Pd–BaSO4\mathrm{BaSO_4}, and quinoline (Lindlar conditions). Identify the major product PP.