Chapter 10 - Structure and Synthesis of Alcohols - Study Problems - Page 462: 10-35 a

$3-cholorophenol$ is more acidic than $cyclopentanol$.

We know that the acid which has a more stable conjugate base is stronger. The conjugate base of $3-cholorophenol$ is a phenoxide aniion which is resonance stabilised. So $3-cholorophenol$ is more acidic than $cyclopentanol$.