This is all speculation -- but products made a scale are often made with high efficiency.
What surely works is when we ask big corporations to do the right thing. Or if we managed to tax environmental impact.
2) buy as cheap as possible.
3) invest your money in green initiatives.
That way I don't think you'll go all wrong.
Your tomato example probably depends on the time of year, your location, the farm. And even then how are you storing it? Fridge? Cupboard? So probably not generally answerable.
I know Tesco (a uk supermarket) started labelling with embodied CO2, but gave up.
I do agree with you though. Even some marketing regs, so when someone claims something is greener, it actually is.
It does look good and flexes if you don't glue it down and run an underlay.