1,2-Cyclohexanedicarboxylates (e.g., di(isononyl) 1,2-cyclohexanedicarboxylate, DINCH) are widely used as safe plasticizers in the polyvinylchloride (PVC) industry, and they are industrially manufactured from petroleum-derived o-xylene. To reduce the reliance on the limited fossil resources, we herein develop a sustainable alternative to 1,2-cyclohexanedicarboxylates with bio-based fumarates and 1,3-dienes. The Diels-Alder (D-A) cycloaddition and subsequent Pd/C-catalyzed hydrogenation are combined into a one-pot fashion, and notably they can take place efficiently under solvent-free conditions (>98% yield). The 1,2-cyclohexanedicarboxylates obtained in this work have similar physical properties to DINCH and do not show evidence of toxicity (LD50 > 5 g/kg), which make them suitable candidates as safe plasticizers.