Adult patients with class II division 2 malocclusion often present with several occlusal problems. Employing a singular restorative modality to fix the problems without considering the long-term prognosis can lead to disastrous outcomes. Oral rehabilitation in such mutilated dentitions is challenging and requires a holistic diagnostic approach to achieve long-term stability and a good prognosis. Systematic risk assessment of periodontal, biomechanical, functional, and dentofacial aspects can help identify the potential difficulties that may be encountered in treatment execution. An interdisciplinary approach with judicious use of orthodontics can significantly help reduce the risks. This article presents such an approach to functional occlusal rehabilitation of a mutilated adult dentition caused by a constricted chewing pathway. Cephalometric parameters were utilized to guide the overall treatment and were drastically improved at the completion of the treatment, in which restorative principles were strictly adhered to. The stable esthetic and functional rehabilitation at the 6-year follow-up highlights the importance of comprehensive treatment planning to achieve favorable clinical outcomes in cases requiring complicated oral rehabilitation.