Finding the mystery ester strucuture using NMR
Prediction software always has its limitations, and there is always a degree of error in the calculation. For the ChemDraw predictions, you will see that for the 3 aromatic environments, it has done 3 independent calculations, and has happened to arrive at the same chemical shift. This simply means that these shifts are coincident, not equivalent.

Remember, prediction software is like any tool — only as good as the person using it, and should not replace a proper assessment of the data. 

Your assessment here should first look at your proton environments; all 10 protons are accounted for. We have a $\ce{CH3}$, a $\ce{CH2}$, and a mono-substituted benzene. The $\ce{CH3}$ and $\ce{CH2}$ are not directly connected to any other group that is causing obvious splitting. Secondly, the $\ce{^13C}$ spectrum shows 9 peaks, consistent with our $\ce{CH3, CH2}$ and a mono-substituted benzene. We also have a peak at ~&delta;170, which is a $\ce{-C(O)-{}}$

There are only a few ways you could put these groups together. Rather than using ChemDraw to predict the spectrum and see which is identical to your question, you should rationalise why each possibility is or isn't the correct answer.



Trying to rationalise a bunch of peaks around &delta;7.4–7.5 is the of minimal interest, and remember that a real spectrum will almost always look different to a simulation. The peaks you should focus on willjustify the chemical shifts for the $\ce{-CH3}$ group and the $\ce{-CH2}$ group in the proton spectrum, and the $\ce{-CH3, -CH2}$ and $\ce{-C(O)-{}}$ in the carbon spectrum. There is only one possible correct answer.