The awareness for sustainability led to an increasing global demand for processes that use lower energy, produce reduced waste, use fewer organic solvents and offer improved selectivity. In this context, mechanochemistry re-emerged as a powerful green methodology. The conventional synthesis and functionalization of calixarenes, both on the upper and lower rim, has been the subject of numerous studies, however only a few were reported using a mechanochemical approach. Herein, we present for the first time new mechanically assisted key synthetic steps towards a more sustainable route to calix[4]arenes functionalized in the lower rim.