Machine Learning (ML)-based models are steadily gaining popularity. Their performance is determined from the amount and the quality of data used at their inputs, as well as from the competence and proper tuning of the ML algorithm used. However, collecting high-quality real data is time-consuming and expensive. Synthetic Data Generation (SDG) is therefore employed in order to augment the limited real data. Moreover, Ensemble Learning (EL) provides the framework to optimally combine a set of standalone ML algorithms (base learners), capitalizing on their individual strengths. Base learner diversity is essential to build a strong ensemble. The proposed method of Targeted Injection of Synthetic Data (TIoSD) combines the EL and SDG concepts in order to further diversify the base learners’ predictions, thus giving rise to an even stronger ensemble model. We have applied TIoSD in two different Path Loss (PL) datasets, using two well-established SDG methods (namely SMOGN and CTGAN). While the conventional ensemble model reached a Minimum Absolute Error (MAE) value of 3.25 dB, the TIoSD-triggered ensemble provided a MAE value of 3.16 dB. It is therefore concluded that targeted synthetic data injection, due to its diversity-triggering characteristics, enhances the ensemble’s performance. Moreover, the ratio between synthetic and real data has been investigated. The results showed that a proportion of 0.1 is optimal.