A readily available intermediate obtained from d‐arabinose was identified as a versatile starting material for the stereoselective synthesis of C‐pentopyranosides in one pot. For two of the C‐pentopyranosides, subsequent epoxide ring formation and a regioselective opening process was proven to be a robust approach to 3‐deoxy C‐pentopyranosides in two to four steps. A key intermediate used in the preparation of omarigliptin was obtained in four steps. Most of the conversions were high‐yielding and proceeded with high selectivities on a multigram scale.