The g-scale synthesis of the fourth generation dendronized monomer 3d and its Suzuki oligomerization are reported. The monomer synthesis uses the fact that the addition of two G-3 fragments to aryldibromide 3c which already contains one branching unit is more practical than an alternative approach by which a G-4 dendron is added to a respective compound. The Suzuki cross-coupling of 3d gives oligomeric material 5, a fraction of which with a molecular weight of (M) over bar(n) = 170000 is obtained by preparative gel permeation chromatography. This finding shows that the Suzuki cross-coupling reaction can cope with considerable steric loading of coupling components which opens up new perspectives for its applicability both in organic and polymer chemistry.