cis-3-Acetoxy-5-hydroxycyclopent-1-ene (CAS NO.: ), which is also known as (1R,4S)-(+)-4-Hydroxy-2-cyclopentenyl acetate, could be produced through the following synthetic route.

An oven-dried, 300-mL, two-necked, round-bottomed flask is equipped with a -coated magnetic stirring bar, a pressure-equalizing dropping funnel, and a rubber septum with an 18-gauge needle connected to a dry-nitrogen source. The nitrogen-flushed apparatus is charged with 125 mL of dry tetrahydrofuran and 0.28 g (0.24 mmol, 0.2 mol%) of tetrakis(triphenylphosphine)palladium(0). The mixture is stirred at room temperature until all of the palladium catalyst dissolves. The solution is cooled in an ice–water bath and 7.0 mL (7.3 g, 122 mmol) of acetic acid is added via syringe. At this point a slight darkening of the solution is observed. A room temperature solution containing 10.9 g of 92% cyclopentadiene monoepoxide (10.0 g, 122 mmol) in 40 mL of tetrahydrofuran is added over 10 min with the aid of the addition funnel. The original pale-yellow color gives way to a deeper transparent orange. After 5 min, the solution is concentrated at ambient temperature under reduced pressure and the resulting reddish-brown oil is passed through a plug of silica gel (50 g, with 450 mL of ethyl ether. The slightly cloudy filtrate is washed through a plug of anhydrous magnesium sulfate (60 g, 5 × 7-cm coarse glass frit) with an additional 150 mL of ether. The solvent is removed under reduced pressure to yield a pale-yellow oil. The material is distilled through a short-path apparatus at 73–75°C (0.15 mm) to afford 12.5–13.2 g (72–76%) of colorless oil that crystallizes upon refrigeration (mp 36–39°C) . The material is homogeneous by TLC and ¹H NMR, but can be further purified by recrystallization from an ether–hexane mixture to give colorless crystals, mp 38.5–41°C.