I'm reminded of the fairly common and similar approach adopted at temporary traffic lighting of interchange/complex junction road works. I guess then that there is a cable protector out there considered robust enough to protect that type of cable from LGV traffic.
That said, the more modern approach to traffic signalling involves remote radio control which does away with the cables.
In your particular situation, I guess I have to ask why a power pack or generator can't be positioned on the same side of the road as the drilling operation? Is voltage drop not going to be a problem here?

Road tunnel?

can the generator not be placed at the entrance with cables on the right side of the road where it won't be run over?

Tunnel?
can you not consider running something on the roof that will require prep work obviously?

Final Q 110v Is this sufficient supply to power the tools to be used for the concrete drilling without power fluctuation?

Well it is "only" 110 volts, will likely have some form of electrical leakage protection, I guess the drill operators will quickly identify if there is a problem (no power) and vehicle tyres are a good electrical insulator. "Bump" hazard will be nothing compared to the horrendous pot holes encountered (and not at 20 MPH) on the public highway currently (fellow biker).

Chris ,
You can now get MEWPS they have a internal 11ov power sockets within this would reduce the hazard of trailing cables getting caught up i

Chris ,
not to sure about that as I only found out from a rep a few days ago but if I find out any more I will let you know

Chris

If the supply is via a “normal” “yellow” 110V site plug & socket then there is 110V between live conductors and 55V to earth, (CTE), thus the shock hazard is very small as long as the equipment is correctly maintained.
IF you are really worried then a reliable 30mA RCD on the supply side will help, but is not essential IMHO.
If you want RCD’s on the 110 side then you cannot use “normal” devices they must be rated for the 110V CTE supply.

You can get cable protectors for these applications, if this were stretching past the traffic areas then I would expect this to eliminate the minimal possibility of entanglement.
There will always be a “bump” though!
I would presume that traffic is speed controlled?

The MEWP I did my training in last year had a 110V inlet on the base and a 110V outlet in the basket with the wiring between within the MEWP.
This eliminates the need to run extension leads up to the basket.
Also, should the cable get pulled I doubt that the force would be sufficient to move the boom base before the cable coupling failed.
Well let’s say the incidents I have seen the cable has failed well before the boom operator even realised it had been pulled!

I only ride a 650....don't think he'd be capable of doing that!!! A really big bike perhaps with a really big rider and perhaps a big pillion and perhaps lots of luggage. that might do it. Be a comedy moment though wouldn't it :)